Pet-friendly holiday rentals in Westchester

The entrance features a welcoming door adorned with a floral wreath. A small, wooden porch is complemented by two folding chairs and a table, with vibrant greenery framing the entry. Sunlight casts a warm glow on the inviting space.

4.84 out of 5 average rating, 193 reviews

Peaceful 3BR Retreat in Quiet Miami Neighborhood

Welcome to your 🏡 away from 🏡! This comfortable and spacious 3-bedroom, 1-bathroom home is perfect for families and small groups looking for a relaxing stay. Location Perks: • Just 5 minutes from supermarkets, restaurants, and shopping • Easy access to Palmetto Expressway for quick trips around the city Important Notes: • This listing is for the main house only • The owner resides in the backside of the property. Book your stay and enjoy a comfortable, well-located home for your next trip!

4.9 out of 5 average rating, 282 reviews

A cozy seating area is positioned by large windows, allowing views of lush greenery outside. A light sofa is complemented by decorative pillows, while a modern chair alongside a small table adds to the tranquil setting.

Loft in Coconut Grove

The Garage. Charming loft. Self check-in. Parking.

Charming & differentiated NorthCoconut Grove loft/studio. Immersed in the green, which you will enjoy in the private patio. Recently renovated, with all the amenities and top-end appliances. Ideal for 2. Sleeps up to 4 (Queen bed + sofa bed). Easy, quick access to I-95, MIA Airport, Coral Gables, Brickell, Wynwood & Downtow. Free parking in front of the unit. Close to the Metro Rail Pets are welcome! Please inform us when you book. Additional fee is $100 per stay per pet. — No smoking allowed

4.96 out of 5 average rating, 194 reviews

A cozy bedroom features a queen-size bed with fresh linens and decorative pillows. Natural light enters through a window adorned with light curtains. Wooden flooring complements the space, which includes bedside tables and lamps for additional lighting.

Guesthouse in Flagami

Cosy Guesthouse Central Located

Welcome to our centrally located Miami guesthouse! This cozy retreat is perfect for solo travelers or couples. Complete renovated with free private gated parking, your own entrance and outdoor patio to enjoy a comfortable stay with modern amenities and easy access to the city's top attractions. Just minutes away from Miami Airport, Downtown, Coral Gables and the Beaches. Convenient located to explore nearby restaurants, shops, and nightlife. Book your stay now for a memorable Miami experience!

A serene lakeside view features lounge chairs placed on sandy shores, framed by palm trees. A kayak rests nearby, with the crystal clear water reflecting shades of blue and aqua. The peaceful scene invites relaxation under the bright sky.

4.95 out of 5 average rating, 171 reviews

Modern Beach Lake-Front House in Miami !

Welcome to our stunning 5/4 beachfront lake house! This newly renovated property offers the perfect blend of modern amenities and natural beauty. Located in a central and peaceful neighborhood, guests can enjoy a range of water activities such as kayaking, paddle boarding, and swimming while taking in the views of the Blue lake. Seeking relaxation or adventure, this home has something for everyone.. ✔️15min from Miami International airport ✔️25min to Downtown Miami ✔️30min from Miami Beach

A spacious backyard is showcased with a clear pool reflecting the sky. Sun loungers are arranged nearby, accompanied by a large umbrella for shade. Paths of stepping stones lead through a pebble area, enhancing the serene outdoor setting.

4.91 out of 5 average rating, 380 reviews

Charming house with private pool & large patio

This is the classic 1950’s Miami family home in the very well-known neighborhood of Westchester. Original terrazzo floors with modern, mid-century inspired decor. The best feature is the spacious and private backyard with pool an large tiki hut, bbq, and plenty of space to relax and enjoy the weather. The house is fully furnished and well equipped. Bedding and towels provided. Washer and dryer are conveniently located inside the house. Large parking space in a very quiet and charming street.

The outdoor area features vibrant green synthetic grass and a large shade tree. A playground set with swings is visible alongside a colorful slide. A chess set on the lawn adds a playful touch, while various seating options are arranged nearby in a spacious backyard.

4.96 out of 5 average rating, 134 reviews

Tropical Getaway | Jacuzzi | King| 10 mins Airport

⭐️Relax in a vibrant city with full access to top attractions, dining, nightlife and unforgettable adventures. Self check in (SMART LOCK)🔐 DEDICATED WORKSPACE 💻 EV 2 CHARGER 🚗🔌 HOT TUB🛁 BLUETOOTH SPEAKER🎵 BLACKOUT CURTAINS🌅 Bluetooth Victrola 🎼 Smart TVs in every room📺 Backyard 🏡 Piano 🎹 Fast WIFI📶 KARAOKE 🎤 Fully equipped kitchen🍽️ Pool Table and Games🎱 FREE AMPLE parking🅿️ Wood Pellet Smoker / Outside dining table😋 FREE Washer & Dryer👚 Kids👶/Pets 🐶 Friendly

The exterior of the modern house is showcased, featuring a paved driveway and a well-maintained front yard with greenery. A large palm tree stands prominently near the entrance, while the inviting facade displays neutral tones and large windows, framed by landscaped borders.

4.99 out of 5 average rating, 346 reviews

Luxury Oasis: Private Grill Hot Tub and Serenity

Come make memories at 3/2 !!! 2 king size beds 1 queen size and 1 twin size ! A spacious house with modern amenities close to all tourist places in miami ! Very close to prestigious Coral gables,the University of Maimi, Venetian Pool ,Downtown Miami, and South Beach .. The place is one block away from shopping center , many famous restaurants !This house was built 2019 so you will a enjoy all the amenities of a modern designed House ..Also Salt water Jacuzzi for 8 people to relax

4.9 out of 5 average rating, 154 reviews

A cozy seating area features a yellow daybed adorned with soft pillows. A modern floor lamp provides warm lighting beside the bed. A wooden table is arranged with a colorful vase of flowers, while a beach-themed artwork complements the bright atmosphere. Decorative shelves are mounted on the wall.

Apartment in Flagami

Cute Mini-studio by Airport. 10 mi Miami Beach!

Surfer is a cool and relaxing mini-studio by Coral Gables. Freshly painted! This Surfing Vintage studio is very small yet fully equipped with everything you need: A cute kitchenette, a full bathroom, a queen-size daybed, plus a full-size trundle. A foldable console converts into a 4 seat table. Ideal for solo travelers or couples. Centrally located by 8th Street (famous Calle 8), restaurants & shops. 6 mi to the Airport. 15 mi to Beach! NO LAUNDRYROOM. PARKING ON THE STREET!

A spacious pool area is surrounded by vibrant greenery and palm trees. Seating arrangements with cushions are positioned near the water, complemented by a shaded area under an umbrella. The pool features a rock formation and is accented by colorful lounge chairs.

4.97 out of 5 average rating, 395 reviews

The Miracle Cottage & Pool on Acre Miami Florida

Beautiful, brand new PRIVATE cottage on an acre property situated in million dollar neighborhood. Perfect place to relax and enjoy the Miami sun. This is a little piece of heaven in the heart of a magical city. Come & enjoy your best vacation. Charming , peaceful & comfortable . Cottage is a completely separate building from the main house. It’s 900 sf of living area. Cleaning & Decontamination as per CDC guidelines before every check in.

5 out of 5 average rating, 162 reviews

A colorful hammock is suspended between two palm trees, inviting relaxation beside a sparkling pool. Lush tropical plants surround the outdoor area, creating a peaceful ambience. The inviting pool area is visible in the background, enhancing the serene outdoor setting.

Guest suite in Homestead

“Have Fun at Hacienda Paraíso” Suite 1 | pool |

Welcome to Room 1, the first addition at Hacienda Paraíso. This suite is conveniently located next to another Airbnb suite, providing flexibility for your stay. It features a private entrance, bathroom, kitchenette, and dining table, ensuring a comfortable and self-contained experience. Enjoy the convenience of hotel-like amenities paired with the added bonus of access to our stunning pool and lush yard, creating a truly relaxing retreat.

A vibrant backyard features a heated pool surrounded by tropical landscaping. Lounge chairs are positioned near the pool, while a covered pergola with seating is visible in the background. Colorful flowers and a miniature golf area add charm to the outdoor space.

4.94 out of 5 average rating, 123 reviews

Miami Fun Oasis, Heated Pool & Private Mini Golf

Welcome to Miami Casa Tropical – your ideal haven for an unforgettable family retreat or get-together with friends, in the heart of the vibrant Miami atmosphere! Immerse yourself in the perfect blend of style, space, and luxury, designed to make you feel right at home. The entire space is yours for private enjoyment. Curious about our amenities or local attractions? Don't hesitate to reach out and ask!

Tiny home in Coconut Grove

An outdoor shower area is nestled within a tropical garden. Natural wood panels surround the space, creating an intimate setting. A stone deck with a shower fixture is visible, alongside a white towel hanging on a nearby post. Lush greenery adds an element of tranquility.

4.97 out of 5 average rating, 119 reviews

Tiny House • Urban Glamping Grove Micro Retreat

Quiet, respectful guests only. Owner onsite. No visitors allowed. Ultra-tiny 10×10 Tiny House micro-retreat in walkable Coconut Grove with AC, WiFi, small kitchen, mini fridge and private outdoor shower. Perfect for solo travelers seeking safety, minimalism, nature and a gated, peaceful setting close to cafés, parks, bayfront paths and the Village—an eco-focused, secure urban-glamping stay in Miami.

Popular amenities for Westchester pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

A serene outdoor space is highlighted by a heated saltwater pool surrounded by lush palm trees. Poolside seating includes elegant iron chairs and tables. Soft lighting enhances the tranquil ambiance, creating a welcoming atmosphere for relaxation and enjoyment.

4.92 out of 5 average rating, 203 reviews

Private Pool and Tropical Garden Oasis

The exterior of the home is presented with a clean, modern facade. A light-colored front door is flanked by two windows, while a small porch leads to a gray pathway. Lush landscaping is visible alongside the property, enhancing the inviting appearance.

4.89 out of 5 average rating, 56 reviews

Miami 2/1 Charmer-near airport

4.95 out of 5 average rating, 115 reviews

A bright living room showcases a sectional sofa and a coffee table, complemented by a 65" 4K UHD smart TV on a media console. Natural light enters through a large window, and a light fixture with a ceiling fan hangs overhead.

Home in Coral Way

Charming Modern Home with a Private Backyard Oasis

A modern living area is featured with soft beige armchairs and a glass coffee table. Wall lighting frames the space, creating a bright ambiance. In another section, a well-lit bedroom displays a spacious bed with neutral-toned linens and decorative cushions, while large windows allow natural light to enter.

4.82 out of 5 average rating, 181 reviews

Orismay Luxury Apartment, Miami

4.91 out of 5 average rating, 128 reviews

Magnolia House Heated Pool with Slide/Gazebo/ BBQ

5 out of 5 average rating, 31 reviews

Miami Chic-Heated Pool Near FIU and Coral Gables

4.87 out of 5 average rating, 191 reviews

A single-story, light-colored duplex features a private entrance with steps leading up to the front door. Surrounding greenery and low wooden fencing provide a sense of seclusion. Two red chairs are positioned on the front patio, enhancing the outdoor space.

Home in West Flagler

Cozy Centrally Located House

4.98 out of 5 average rating, 161 reviews

A renovated house is set against a vibrant blue sky, surrounded by a well-maintained green lawn. Two potted plants frame the entrance, and the exterior walls feature a clean white finish. A privacy fence encircles the yard, enhancing the property's secluded feel.

Home in Coconut Grove

Entire Residential Home w/2BR Near Coconut Grove

Pet-friendly home rentals with a pool

An aerial view showcases a waterfront property at night, featuring a softly illuminated pool adjacent to the house. Green lights reflect in the water, highlighting the dock and surrounding greenery. The property is framed by a serene landscape, emphasizing its tranquil atmosphere.

5 out of 5 average rating, 70 reviews

Waterfront Miami Oasis w/ Kayaks | Heated Pool

4.88 out of 5 average rating, 146 reviews

A spacious balcony offers stunning views of Biscayne Bay and the Miami River, featuring modern white outdoor furniture. Floor-to-ceiling glass doors connect the balcony to the living area, allowing for ample natural light and a seamless flow between indoor and outdoor spaces.

Condo in Brickell

Incredible 49th Flr Bay & Pool Views | Free Spa!

5 out of 5 average rating, 19 reviews

A modern home is showcased with a spacious pool surrounded by a wooden deck. Lush greenery borders the property, complemented by outdoor seating areas with sleek lounge chairs. Large glass doors allow natural light to fill the interior, emphasizing the connection between indoors and outdoors.

Home in Coral Way

Habitat Privé The Majestic Tree

Guesthouse in Coconut Grove

A spacious room features a king bed with light bedding and a comfortable queen sofa. Large glass doors provide a clear view of the pool and garden. Modern furniture includes a coffee table, a flat-screen TV, and vibrant accent chairs beside the window.

4.93 out of 5 average rating, 112 reviews

Grove Casita Pool Paradise, 6min beach, Parking

4.68 out of 5 average rating, 19 reviews

Luxury 5BR Getaway w/ Pool, Games & BBQ Fun

4.98 out of 5 average rating, 252 reviews

A heated pool is surrounded by palm trees, offering a refreshing oasis. Comfortable outdoor seating arrangements include chairs and loungers, alongside a sun umbrella. The patio area is designed for relaxation and leisure, with vibrant greenery adding to the tranquil atmosphere.

Guesthouse in Miami

Guesthome w/ Heated Pool 5 mins from Miami Airport

The outdoor space features a heated saltwater pool surrounded by a deck with lounge chairs and outdoor seating. Colorful pool floats rest in the water, while nearby palm trees enhance the tropical feel. The two-story structure provides a modern backdrop with balconies overlooking the pool.

4.92 out of 5 average rating, 65 reviews

Luxe collection home in Miami.

The vibrant living area features a blue accent wall and a large sofa adorned with decorative pillows. A foosball table occupies one corner, while the space opens to the outdoor pool area through expansive glass doors, creating a lively atmosphere.

4.93 out of 5 average rating, 87 reviews

Greek House • Pool + Game Room • Near MIA

Private, pet-friendly home rentals

4.97 out of 5 average rating, 35 reviews

A covered patio area is furnished with a table and six chairs, surrounded by subtle greenery. Soft lighting from string lights enhances the ambiance, while a grill is positioned nearby for outdoor cooking.

Apartment in Flagami

Beautiful and cozy apartment.

4.96 out of 5 average rating, 55 reviews

A private balcony showcases sweeping views of the city and surrounding greenery. Two wooden chairs and a small table are positioned for relaxation, providing a comfortable outdoor space. The clear blue sky is dotted with clouds, enhancing the sense of openness.

Apartment in Doral

Apartment at Doral

5 out of 5 average rating, 28 reviews

Villa Leo2| 2BR|Top Location Gazebo |BBQ King Bed

5 out of 5 average rating, 88 reviews

A modern living space features a brown leather sofa adorned with patterned pillows. A wooden table with two stylish chairs is positioned against a light-colored wall. Large animal-themed artwork is displayed above the table, while a door leads to an outside area.

Cottage in Flagami

New Modern Near Airport - Cozy Very Clean

4.66 out of 5 average rating, 209 reviews

Villa Madre Pet Friendly Southwest Miami

4.85 out of 5 average rating, 27 reviews

A bright sleeping area features a spacious bed dressed in white linens, flanked by modern nightstands with soft lighting. The room is adorned with simple artwork and equipped with a ceiling fan, while a closet door provides additional storage options.

Guesthouse in Miami

Suite close to Kendall Hospital and FIU

4.8 out of 5 average rating, 75 reviews

A small room features a spacious bed with a striped blue and white blanket. A sleek chair and a simple table are positioned nearby. Natural light enters through a window adorned with horizontal blinds, while a small potted plant adds a touch of greenery.

Apartment in Miami

The Hub Miami Stay